(S)-MPA ester of spirooliganone A

Base Information

Chemical Name:(S)-MPA ester of spirooliganone A
CAS No.:1449336-32-6
Molecular Formula:C₃₄H₄₂O₆
Molecular Weight:546.704
Hs Code.:

Synonyms:(S)-MPA ester of spirooliganone A

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Chemical Property of (S)-MPA ester of spirooliganone A

Chemical Property:

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Technology Process of (S)-MPA ester of spirooliganone A

There total 10 articles about (S)-MPA ester of spirooliganone A which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 1449336-32-6
(S)-MPA ester of spirooliganone A

Guidance literature:: Multi-step reaction with 11 steps

1: potassium carbonate / acetone / 4 h / Inert atmosphere; Reflux

2: N,N-diethylaniline / 4 h / 200 °C / Inert atmosphere

3: potassium carbonate / acetone / 4 h / Inert atmosphere; Reflux

4: N,N-diethylaniline / 200 °C / Inert atmosphere

5: triethylamine / dichloromethane / 0 °C / Inert atmosphere

6: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

7: 2 h / 170 °C / Sealed tube; Inert atmosphere

8: AD-mix-β; methanesulfonamide / tert-butyl alcohol / 48 h / 20 °C / Inert atmosphere; Darkness

9: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

10: potassium carbonate / 0.17 h / 0 °C / Inert atmosphere

11: dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; methanesulfonamide; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; AD-mix-β; N,N-diethylaniline; In tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol; 2: |Claisen Rearrangement / 4: |Claisen Rearrangement / 7: |Diels-Alder Cycloaddition / 8: |Sharpless Dihydroxylation;
DOI:10.1021/acs.orglett.5b01419

Reference yield:

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 1449336-28-0
(-)-spirooliganone A

: 1449336-32-6
(S)-MPA ester of spirooliganone A

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol401992s

Reference yield:

: 303-07-1
2,6-Dihydroxybenzoic acid

: 1449336-32-6
(S)-MPA ester of spirooliganone A

Guidance literature:: Multi-step reaction with 12 steps

1: dmap; thionyl chloride / diethyl ether / 8 h / 20 - 30 °C / Inert atmosphere

2: potassium carbonate / acetone / 4 h / Inert atmosphere; Reflux

3: N,N-diethylaniline / 4 h / 200 °C / Inert atmosphere

4: potassium carbonate / acetone / 4 h / Inert atmosphere; Reflux

5: N,N-diethylaniline / 200 °C / Inert atmosphere

6: triethylamine / dichloromethane / 0 °C / Inert atmosphere

7: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

8: 2 h / 170 °C / Sealed tube; Inert atmosphere

9: AD-mix-β; methanesulfonamide / tert-butyl alcohol / 48 h / 20 °C / Inert atmosphere; Darkness

10: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

11: potassium carbonate / 0.17 h / 0 °C / Inert atmosphere

12: dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; thionyl chloride; methanesulfonamide; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; AD-mix-β; N,N-diethylaniline; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; tert-butyl alcohol; 3: |Claisen Rearrangement / 5: |Claisen Rearrangement / 8: |Diels-Alder Cycloaddition / 9: |Sharpless Dihydroxylation;
DOI:10.1021/acs.orglett.5b01419